GB599803A - An improved manufacture of copolymers of aliphatic hydrocarbons - Google Patents

An improved manufacture of copolymers of aliphatic hydrocarbons

Info

Publication number
GB599803A
GB599803A GB22479/44A GB2247944A GB599803A GB 599803 A GB599803 A GB 599803A GB 22479/44 A GB22479/44 A GB 22479/44A GB 2247944 A GB2247944 A GB 2247944A GB 599803 A GB599803 A GB 599803A
Authority
GB
United Kingdom
Prior art keywords
polymer
catalyst
olefin
isobutylene
copolymer
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB22479/44A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Standard Oil Development Co
Original Assignee
Standard Oil Development Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Standard Oil Development Co filed Critical Standard Oil Development Co
Publication of GB599803A publication Critical patent/GB599803A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F210/04—Monomers containing three or four carbon atoms
    • C08F210/08—Butenes
    • C08F210/10—Isobutene
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/15—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor incorporating preformed parts or layers, e.g. extrusion moulding around inserts
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/12—Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives
    • C08J5/124—Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives using adhesives based on a macromolecular component
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or sheets
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/18—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
    • C08L23/20—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms
    • C08L23/22—Copolymers of isobutene; Butyl rubber ; Homo- or copolymers of other iso-olefins
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
    • H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
    • H01B3/30—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
    • H01B3/44—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes vinyl resins; acrylic resins
    • H01B3/441—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes vinyl resins; acrylic resins from alkenes
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
    • H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
    • H01B3/30—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
    • H01B3/44—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes vinyl resins; acrylic resins
    • H01B3/442—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes vinyl resins; acrylic resins from aromatic vinyl compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
    • B29C48/03—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the shape of the extruded material at extrusion
    • B29C48/07—Flat, e.g. panels
    • B29C48/08—Flat, e.g. panels flexible, e.g. films
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
    • C08J2323/18—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
    • C08J2323/20—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms
    • C08J2323/22—Copolymers of isobutene; butyl rubber
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2325/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Derivatives of such polymers
    • C08J2325/02—Homopolymers or copolymers of hydrocarbons
    • C08J2325/04—Homopolymers or copolymers of styrene
    • C08J2325/08—Copolymers of styrene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C08L91/06—Waxes
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/26—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Mechanical Engineering (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

A thin self-supporting sheet is obtained by copolymerizing an aromatic mono-olefin with a C4-C8 iso-olefin in a weight ratio of 35-75 per cent and 65-25 per cent respectively, at a temperature between -65 DEG C. and -103 DEG C. in the presence of a Friedel-Crafts catalyst, to form a solid body of copolymer, and then forming a thin self-supporting sheet from the solid copolymer. Styrene, indene or a terpene may be used as the aromatic mono-olefin. Isobutylene, isopentene (methyl-2-butene-1), or a pentene obtained by dehydration of secondary amyl alcohol may be used as the iso-olefin. The copolymer may be made by mixing the reactants with or without a mutual solvent and then after cooling to the required low temperature adding a Friedel-Crafts halide catalyst such as boron fluoride, aluminium chloride, titanium tetrachloride, aluminium ethoxide-chloride complex, aluminium bromideoxybromide, or similar compound. The catalyst may be dissolved in carbon disulphide, methyl chloride or other solvent. At the end of the reaction, residual catalyst is destroyed with isopropyl or other alcohol and the product is washed. In making films, the polymer is preferably heated to its softening point, kneaded and passed through hot rolls. It is preferably drawn out by passage through cold or warm tentering rolls. Films may be made by a single pass of the hot kneaded or milled polymer through cold rollers, or by spreading the molten polymer on a travelling metal belt, or by an extrusion method, or by pressing the mass between metal sheets, or by slicing from blocks of the polymer. The polymer may be mixed with dyes, or light-absorbing substances such as quinine or aesculin to give protection from ultra-violet light. It may be mixed with high molecular weight polybutene, isobutyleneisoprene copolymers, isobutylene-polyolefine copolymers, isobutylene-polyolefine-styrene copolymers, sulphurized alkylated phenols, paraffin wax, petrolatum, polymethyl pentadiene, polyethylene, rubber, cyclized rubber, or an aliphatic nitrile containing 12-18 carbon atoms. Instead of using the copolymer of aliphatic olefine with polymerizable cyclic hydrocarbon as the sole or main film-forming substance, it may be used in a minor p proportion as a softener for a brittle polystyrene or similar polymer which cannot by itself be formed into a thin flexible, self-sustaining film. The films may be used for photographic purposes, for insulating electrical apparatus, for making laminated glass sheets and for wrapping purposes. In an example, a styrene-isobutylene polymer is obtained by copolymerization at -89 DEG C. using methyl chloride as solvent and a 0.6 per cent solution of aluminium trichloride in methyl chloride as catalyst. The product was formed into a sheet by hot milling followed by cold rolling.
GB22479/44A 1944-10-06 1944-11-14 An improved manufacture of copolymers of aliphatic hydrocarbons Expired GB599803A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US570485A US2580050A (en) 1944-10-06 1944-10-06 Tough styrene-olefin copolymers containing two to ten per cent of wax
US537186A US2491525A (en) 1944-10-06 1944-12-29 Self-supporting film of styrene-isobutylene copolymer

Publications (1)

Publication Number Publication Date
GB599803A true GB599803A (en) 1948-03-22

Family

ID=31891574

Family Applications (2)

Application Number Title Priority Date Filing Date
GB22479/44A Expired GB599803A (en) 1944-10-06 1944-11-14 An improved manufacture of copolymers of aliphatic hydrocarbons
GB15125/45A Expired GB602260A (en) 1944-10-06 1945-06-14 Improved conjoint products and method of preparation thereof

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB15125/45A Expired GB602260A (en) 1944-10-06 1945-06-14 Improved conjoint products and method of preparation thereof

Country Status (4)

Country Link
US (2) US2580050A (en)
FR (1) FR915564A (en)
GB (2) GB599803A (en)
NL (1) NL64894C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2655492A (en) * 1948-10-29 1953-10-13 Standard Oil Dev Co Polyethylene compositions containing styrene-isobutylene copolymers

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2631139A (en) * 1945-12-04 1953-03-10 Standard Oil Dev Co Diolefin copolymer rubber plasticized with tough styrene-isobutylene copolymers
US2610962A (en) * 1946-12-03 1952-09-16 Dow Chemical Co Styrene copolymer mixtures
US2641595A (en) * 1949-12-31 1953-06-09 Standard Oil Dev Co Production of clear transparent polymers
US2615004A (en) * 1950-08-30 1952-10-21 Standard Oil Dev Co Mixed diluent system for copolymerization of styrene and isobutylene
US2789933A (en) * 1952-04-30 1957-04-23 Us Rubber Co Manufacture of rubber articles
US2746086A (en) * 1952-09-29 1956-05-22 Exxon Research Engineering Co Method of manufacturing thermoplastic pellets
US2798899A (en) * 1953-04-20 1957-07-09 Gen Electric Insulated electric cable and method of making same
US2982683A (en) * 1953-11-17 1961-05-02 Romac Ind Ltd Method for making patches for rubber articles
US2870385A (en) * 1956-02-02 1959-01-20 Sprague Electric Co Impregnated electrical capacitors
US3051680A (en) * 1958-03-10 1962-08-28 Exxon Research Engineering Co Process for vulcanizing a blend of a halogenated isoolefin-diolefin copolymer and anisoolefin-vinyl-aro-matic copolymer with ferric and zinc chlorides and product obtained
US3359153A (en) * 1964-03-02 1967-12-19 Hooker Chemical Corp Light stabilized laminated articles
US3215580A (en) * 1964-06-25 1965-11-02 Grace W R & Co Coating and laminating process
US3328503A (en) * 1965-03-24 1967-06-27 Union Carbide Corp Process for the manufacture of thermoplastic films
US3874961A (en) * 1970-03-05 1975-04-01 Kimberly Clark Co Method of insulating an electrical conductor
DE2049226C3 (en) * 1970-10-07 1979-12-13 Basf Ag, 6700 Ludwigshafen Multi-layer metal-clad components
GB1546726A (en) * 1975-06-20 1979-05-31 Toyo Ink Mfg Co Coatings on interior surfaces of metallic cans and on surfaces of metallics sheet material for cans
US4546882A (en) * 1983-02-07 1985-10-15 American Can Company Package having oil-containing product
CN108384255B (en) * 2018-02-02 2020-06-30 黄河三角洲京博化工研究院有限公司 Releasable styrene-butadiene rubber powder microcapsule for asphalt and preparation method thereof
WO2020222138A1 (en) * 2019-05-01 2020-11-05 King Abdullah University Of Science And Technology Hybrid inorganic oxide-carbon molecular sieve membranes
KR20230041018A (en) 2020-07-15 2023-03-23 필립모리스 프로덕츠 에스.에이. Method for manufacturing containers for consumer goods and containers for consumer goods
JP2024526863A (en) 2021-07-28 2024-07-19 フィリップ・モーリス・プロダクツ・ソシエテ・アノニム METHOD FOR MAKING A CONTAINER FOR CONSUMER GOODS AND CONTAINER FOR CONSUMER GOODS - Patent application

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR740962A (en) * 1931-08-10 1933-02-03
GB429480A (en) * 1933-11-14 1935-05-30 Dynamit Nobel Ag Process for making foils of decreased brittleness from polymerisation products of vinyl chloride
US2219700A (en) * 1936-04-29 1940-10-29 Ici Ltd Film and its manufacture
US2213423A (en) * 1937-04-09 1940-09-03 Standard Oil Dev Co Hydrocarbon copolymer composition
DE913826C (en) * 1937-04-09 1954-06-21 Standard Oil Dev Co Process for the preparation of polymerization products
BE427608A (en) * 1937-04-22
NL54632C (en) * 1937-07-17
US2265436A (en) * 1937-12-24 1941-12-09 Celluloidfabrik Ag Deutsche Manufacture of articles from vinyl polymers
US2334233A (en) * 1938-12-06 1943-11-16 Distler Elizabeth Brower Wood Method of treating and shaping plastic material
US2320115A (en) * 1940-06-20 1943-05-25 B F Goodrieh Company Method and apparatus for removing the stresses from plastic sheeting
US2345717A (en) * 1940-12-19 1944-04-04 Jasco Inc Treatment of polymer substances

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2655492A (en) * 1948-10-29 1953-10-13 Standard Oil Dev Co Polyethylene compositions containing styrene-isobutylene copolymers

Also Published As

Publication number Publication date
FR915564A (en) 1946-11-12
US2491525A (en) 1949-12-20
US2580050A (en) 1951-12-25
NL64894C (en) 1949-11-16
GB602260A (en) 1948-05-24

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